Listing Tools

CURTIS HOLLOW FARM- Exceptional estate on the western edge of Woodstock offering 105 diverse acres bordering Calvin Coolidge State Forest. The updated main house features 5 bedrooms and 4 baths, filled with abundant natural light and thoughtfully designed for both large gatherings and quiet retreat spaces. The open-concept main level includes a spacious living room with picture windows overlooking the landscaped grounds, a recently updated chef's kitchen with a stunning Mercury/Aga range, and generous dining space nearby. On the east side of this level, the original historic homestead-with its native timbers and stone fireplace-creates a warm and intimate dining experience. A wraparound deck provides additional space for outdoor dining and entertaining, while bedroom with its own bath completes this floor. Upstairs are 4 additional bedrooms, several featuring charming portal windows with views over the surrounding fields & hills. The primary suite is spacious and inviting, highlighted by exposed historic timbers, a sitting area, direct access to an upper deck, and a spa-inspired bath. On the uppermost level, the cupola offers the perfect yoga studio or quiet reading nook, complete with its own private deck. The grounds are truly magical, with an extensive trail network throughout the property and direct access to a magnificent waterfall and swimming hole just beyond the lot line within the State Forest. Large level lawns, mature landscaping, and a brook flowing along the southern side of the property add to its private tranquility. Nestled beside the brook is the guest house, known as the Brook House-a well-maintained 3-bedroom, 2-bath home privately sited away from the main residence, with its own lawn and deck overlooking the water below. With a convenient location offering easy access to Woodstock and Bridgewater Villages and a short drive to Killington Mountain Resort, this stunning estate is the consummate blend of privacy, charm, and modern convenience.

Property Details of 66 Hollow Farm Road

Property Details

Interior Features

Exterior Features

Utilities and Appliances

Community

Nearest Landvest Office

Woodstock, VT

Woodstock, VT

Four the Green,
Woodstock, VT 05091

Never Miss New Listings

Never miss new listings between $2,790,000 - $3,410,000 in this neighborhood
Successfully Subscribed!
Do not fill in this field:

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

We will never spam you or sell your details. You can unsubscribe whenever you like.

Map Location

Do not fill in this field:

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Schedule A Visit

Schedule a Visit

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 7, 2026 9:38 PM EDT

 

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

We respect your privacy. By submitting this form, you agree to receive communication from LandVest. We will never share or sell your information. You can opt-out at any time.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

$

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.